After two years, though, the man became reluctant to continue the arrangement.
During a phone conversation between Audrey and the victim, Halliday intervened and told the man they were moving to Christchurch and needed money.
Keen to distance himself from the couple, the man obliged, but it did not mark an end to the contact.
Just two days later, Halliday called him directly, demanding $2000 and threatening to disclose the arrangement with Audrey to the man’s wife if he refused.
The cash was transferred and there were four further payments over the next month, the court heard at sentencing.
Halliday upped the ante when he told the victim Audrey had destroyed his cannabis crop, that he was a gang prospect, and his brother was the boss of a prominent motorcycle gang.
If he did not pay another $2000, gang members would steal his vehicle, the defendant said.
Just weeks later, Halliday sent a message which prompted the victim to finally speak to police.
“I just went to your house, no one answered the door? ... I want $1500 today... no ifs or buts are to be given IV (sic) been given your number and address to sort this out once and for all,” the defendant wrote.
Halliday was unrepentant when interviewed later, calling the victim “a dirty old man”.
As well as the blackmail, he was also convicted of several dishonesty offences after he fled Dunedin for Nelson in a neighbour’s car while on bail, using her bank card while on the run.
The Parole Board heard Halliday had a criminal history spanning six pages which featured violence, burglaries, fraud, driving crimes and breaches of sentence.
The prisoner was wait-listed for the Medium Intensity Rehabilitation Programme and the Dependency Treatment Programme while behind bars.
His sentence expires in May 2025.